3-Acetylpyridine NAD

• CAT Number: R067045
• CAS Number: 86-08-8
• Molecular Formula: C22H28N6O14P2
• Molecular Weight: 662.442
• Purity: ≥95%
• Synonyms: APAD;NSC 20275
• Target: Lactate Dehydrogenase
• Storage: -20°C
• IUPAC Name: [(2R,3S,4R,5R)-5-(3-acetylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphate
• InChI: InChI=1S/C22H28N6O14P2/c1-10(29)11-3-2-4-27(5-11)21-17(32)15(30)12(40-21)6-38-43(34,35)42-44(36,37)39-7-13-16(31)18(33)22(41-13)28-9-26-14-19(23)24-8-25-20(14)28/h2-5,8-9,12-13,15-18,21-22,30-33H,6-7H2,1H3,(H3-,23,24,25,34,35,36,37)/t12-,13-,15-,16-,17-,18-,21-,22-/m1/s1
• InChIKey: KPVQNXLUPNWQHM-RBEMOOQDSA-N
• SMILES: CC(=O)C1=C[N+](=CC=C1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)N4C=NC5=C4N=CN=C5N)O)O)O)O

3-Acetylpyridine NAD (APAD;CAS 86-08-8) is an analog of NAD. APAD has been used to study the mechanisms of oxidative phosphorylation. It can be reduced by transdehydrogenase from NADH (sodium salt). It can be reduced more efficiently and is more stable than NAD.

Reference

1.Houtkooper, R.H.,Cantó, C.,Wanders, R.J., et al. The secret life of NAD+: An old metabolite controlling new metabolic signaling pathways. Endocr. Rev. 31(2), 194-223 (2010).